
Rutland Vacations from ¥275,371
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The Latest Rutland Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥360,232, price is now ¥275,371 per person
¥275,371
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Everything was great, except for the rooftop that was not open because which was the main reason we chose this hotel
Reviewed on Mar 10, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥624,805, price is now ¥463,414 per person
¥463,414
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
My stay at LondonHouse Chicago was absolutely amazing from start to finish. The hotel itself is beautiful and perfectly located, offering stunning views of the river and city skyline.
The restaurants were excellent, with delicious food and a great atmosphere. The rooftop experience was definitely a highlight and made the stay feel even more special.
I also had the chance to visit the spa, which was incredibly relaxing and well done. The environment was peaceful, the service was top-tier, and it was the perfect way to unwind during my trip.
Overall, everything—from the service to the amenities—was exceptional. I would definitely book again and highly recommend LondonHouse Chicago to anyone visiting the city. ⭐⭐⭐⭐⭐
Reviewed on Mar 10, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥495,657, price is now ¥368,190 per person
¥368,190
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (414 reviews)
This place was amazing! We loved it so much we wanted to move in. It had everything we needed and was in the perfect area. Parker at the front desk was by far the best part of our stay, she was personable and welcoming and gave us the best costumer service we’ve ever experienced while being away! We will be back.
Reviewed on Mar 8, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥653,618, price is now ¥488,172 per person
¥488,172
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,839 reviews)
One of the best hotels I've ever stayed at
Reviewed on Mar 10, 2026

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ¥560,082, price is now ¥423,784 per person
¥423,784
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Find the Best Rutland Vacation Packages
Rutland Hotel Deals

The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥18,651 per night from Mar 15 to Mar 16
¥18,651
¥21,543 total
Mar 15 - Mar 16
includes taxes & fees
9.4/10 Exceptional! (3,549 reviews)
This was our third stay here, and our first time not up on the governor's executive club level. Our room was very clean and comfortable with a gorgeous Capitol view. Your staff is very friendly and the location is perfect. We will be back!!
Reviewed on Mar 10, 2026

Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥17,679 per night from Mar 15 to Mar 16
¥17,679
¥20,419 total
Mar 15 - Mar 16
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
The place was very clean, good breakfast and staff was polite. The beds were a bit hard, but overall the place was very nice.
Reviewed on Mar 10, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥11,271 per night from Mar 12 to Mar 13
¥11,271
¥13,017 total
Mar 12 - Mar 13
includes taxes & fees
8.2/10 Very Good! (1,431 reviews)
Nice stay...everything was very nice
Reviewed on Mar 8, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
